Ufiprazole Chemical Properties

Melting point:

122.0 to 126.0 °C

Boiling point:

539.7±60.0 °C(Predicted)

Density 

1.28±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

DMSO (Slightly), Methanol (Slightly)

pka

9.81±0.10(Predicted)

form 

Solid

color 

White to Off-White

λmax

307nm(MeOH)(lit.)

InChI

InChI=1S/C17H19N3O2S/c1-10-8-18-15(11(2)16(10)22-4)9-23-17-19-13-6-5-12(21-3)7-14(13)20-17/h5-8H,9H2,1-4H3,(H,19,20)

InChIKey

XURCIPRUUASYLR-UHFFFAOYSA-N

SMILES

C1(SCC2=NC=C(C)C(OC)=C2C)NC2=CC(OC)=CC=C2N=1

CAS DataBase Reference

73590-85-9(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26

WGK Germany 

3

HS Code 

29339900

Ufiprazole Usage And Synthesis

Synthesis

Ufiprazole can be synthesized by the condensation reaction of 2-mercapto-5-methoxybenzimidazole and 2-chloromethyl-4-methoxy-3,5-lutidine.

Description

Omeprazole sulfide is an intermediate used in the production of the gastric proton pump inhibitors, omeprazole and esomeprazole . As a degradation product, it is reported to be a direct-acting inhibitor of cytochrome P450 2C19 in pooled human liver microsomes (IC₅₀ = 9.7 μM).

Uses

Omeprazole Sulfide (Esomeprazol EP Impurity C(Omeprazole EP Impurity C)) is a metabolite of Omeprazole.

Definition

ChEBI: Omeprazole sulfide is a member of benzimidazoles.

Biological Activity

Ufiprazole (Omeprazole sulfide) is an intermediate in the production of gastric proton pump inhibitors omeprazole and esomeprazole.

References

[1] Patent: CN108409714, 2018, A. Location in patent: Paragraph 0049-0054; 0063-0067; 0076-0080; 0089-0093
[2] Patent: CN106632256, 2017, A. Location in patent: Paragraph 0008
[3] Patent: CN107400117, 2017, A. Location in patent: Paragraph 0058-0060
[4] Patent: CN107400118, 2017, A. Location in patent: Paragraph 0046; 0047; 0048
[5] Patent: WO2011/12957, 2011, A1. Location in patent: Page/Page column 16

Ufiprazole(73590-85-9)Related Product Information

• 3,5-Dimethyl-4-methoxy-2-pyridinemethanol
• Omeprazole
• OMEPRAZOLE RELATED COMPOUND A (15 MG) (OMEPRAZOLE SULFONE) (AS)
• Esomeprazole Impurity 3
• (S)-4-Desmethoxy-4-chloro Omeprazole
• 4-Hydroxy Omeprazole
• Omeprazole EP Impurity F
• Omeprazole Sulfone N-Oxide
• EsoMeprazole related substance H431/41
• 2-Pyridinemethanol, 4-hydroxy-3,5-dimethyl- (9CI)
• 5-METHOXY-2-[(3,5-DIMETHYL-2-PYRIDINYL)-METHYLSULFINYL]-BENZIMIDAZOLE
• 2-MERCAPTO-5-METHOXYBENZIMIDAZOLE
• Omeprazole EP Impurity G
• Ondansetron EP Impurity H
• ammonium 1-(5-methoxy-1H-benzo[d]imidazol-2-yl)-3,5-dimethyl-4-oxo-1,4-dihydropyridine-2-carboxylate
• OMEPRAZOLE IMP. C (EP): 5-METHOXY-2-[[(4-METHOXY-3,5-DIMETHYLPYRIDIN-2-YL)METHYL]SULPHANYL]-1H-BENZIMIDAZOLE (UFIPRAZOLE) MM STANDARD
• omeprazole acid
• Omeprazole Impurity (2-[[(5-hydroxy-1H-benzimidazol-2-yl)sulfinyl]methyl]-3,5-dimethy-l-4(1H)-pyridone)